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Nitrosobenzene

Base Information
  • Chemical Name:Nitrosobenzene
  • CAS No.:586-96-9
  • Molecular Formula:C6H5NO
  • Molecular Weight:107.112
  • Hs Code.:29042000
  • European Community (EC) Number:209-591-1
  • NSC Number:66479
  • UNII:ZI9W9E8G2Z
  • DSSTox Substance ID:DTXSID7060417
  • Nikkaji Number:J71.610C
  • Wikipedia:Nitrosobenzene
  • Metabolomics Workbench ID:51544
  • ChEMBL ID:CHEMBL98797
  • Mol file:586-96-9.mol
Nitrosobenzene

Synonyms:nitrosobenzene;nitrosobenzene, 14C-labeled

Suppliers and Price of Nitrosobenzene
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Nitrosobenzene
  • 10g
  • $ 235.00
  • TCI Chemical
  • Nitrosobenzene >98.0%(GC)
  • 5g
  • $ 75.00
  • TCI Chemical
  • Nitrosobenzene >98.0%(GC)
  • 25g
  • $ 211.00
  • SynQuest Laboratories
  • Nitrosobenzene 97%
  • 25 g
  • $ 195.00
  • SynQuest Laboratories
  • Nitrosobenzene 97%
  • 5 g
  • $ 75.00
  • Sigma-Aldrich
  • Nitrosobenzene ≥97%
  • 10g
  • $ 113.00
  • Sigma-Aldrich
  • Nitrosobenzene ≥97%
  • 25g
  • $ 238.00
  • Medical Isotopes, Inc.
  • Nitrosobenzene 95%
  • 25 g
  • $ 390.00
  • Frontier Specialty Chemicals
  • Nitrosobenzene 98%
  • 5g
  • $ 89.00
  • Cayman Chemical
  • Nitrosobenzene ≥95%
  • 25g
  • $ 181.00
Total 78 raw suppliers
Chemical Property of Nitrosobenzene
Chemical Property:
  • Appearance/Colour:light yellow solid 
  • Vapor Pressure:2.71mmHg at 25°C 
  • Melting Point:65-69 °C(lit.) 
  • Refractive Index:1.529 
  • Boiling Point:163.3 °C at 760 mmHg 
  • Flash Point:56.3 °C 
  • PSA:29.43000 
  • Density:1.04 g/cm3 
  • LogP:2.08450 
  • Storage Temp.:2-8°C 
  • Solubility.:Chloroform (Sparingly), Methanol (Slightly) 
  • XLogP3:2
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:107.037113783
  • Heavy Atom Count:8
  • Complexity:76.6
Purity/Quality:

99%, *data from raw suppliers

Nitrosobenzene *data from reagent suppliers

Safty Information:
  • Pictogram(s): Toxic
  • Hazard Codes:
  • Statements: 20/21-25 
  • Safety Statements: 26-36/37-45 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:C1=CC=C(C=C1)N=O
  • General Description Nitrosobenzene is a selective oxidation product of aniline, catalyzed by dimeric lanthanide-stabilized dilacunary Keggin tungstogermanates, achieving full conversion and selectivity under mild conditions. It can also be indirectly inferred as an intermediate in the reduction of nitrobenzene to aniline, though the focus of most studies is on the latter transformation.
Technology Process of Nitrosobenzene

There total 222 articles about Nitrosobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
With ammonium chloride; zinc; In water; at 80 ℃; for 6h; Concentration; Temperature; Time; Catalytic behavior; Inert atmosphere;
Guidance literature:
With diniobium pentoxide; dihydrogen peroxide; methoxybenzene; In isopropyl alcohol; for 0.75h; Solvent;
DOI:10.1039/c9gc02623a
Guidance literature:
With gold(III) chloride; oxygen; copper dichloride; In acetonitrile; at 25 ℃; for 24h;
DOI:10.1021/jo500009x
Refernces

DXP synthase-catalyzed c-n bond formation: Nitroso substrate specificity studies guide selective inhibitor design

10.1002/cbic.201300187

The research study on DXP Synthase-Catalyzed C-N Bond Formation, which is crucial for the selective inhibitor design targeting the enzyme DXP synthase. The purpose of the study was to understand the substrate specificity of DXP synthase, particularly its affinity for aromatic nitroso substrates, and to explore its potential as a drug target for anti-infective agents. The researchers discovered that DXP synthase has a high affinity for aromatic nitroso substrates, which are more reactive than their aldehyde counterparts, and that it can catalyze the formation of C-N bonds to generate aromatic hydroxamic acids or amides. They also found that DXP synthase has a larger active site compared to related enzymes like pyruvate dehydrogenase (PDH), which allows it to accommodate sterically demanding substrates. The study concluded that incorporating aryl acceptor substrate mimics into unnatural bisubstrate analogues could lead to selective inhibitors of DXP synthase. Key chemicals used in the process include 1-deoxy-d-xylulose 5-phosphate (DXP), pyruvate, d-glyceraldehyde 3-phosphate (d-GAP), thiamin diphosphate (ThDP), and various aromatic nitroso substrates such as nitrosobenzene and nitrosonaphthols. The researchers also synthesized benzylacetylphosphonate (BnAP) as a potential selective inhibitor of DXP synthase, demonstrating its effectiveness in inhibiting the enzyme with higher selectivity compared to PDH.

Bronsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones

10.1055/s-0037-1610292

The study presents a method for the direct α-hydroxylation of cyclic α-branched ketones using Br?nsted acid mediation. The key chemicals involved are nitrosobenzene, which serves as the oxidant, and trichloroacetic acid (TCA), which acts as the Br?nsted acid catalyst. These reagents facilitate a tandem aminoxylation/N–O bond-cleavage process, leading to the formation of α-hydroxy carbonyl compounds, which are prevalent in pharmaceuticals and natural products. The study demonstrates that various α-aryl and α-alkyl cyclohexanones can be converted into the corresponding α-hydroxy ketones in moderate to good yields, showcasing the method's scope and potential applications in chemical synthesis.

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